So they guy he made a deal with isnt in charge of the phoenix guild but his own faction within that guild? and from the memories we see he is trying to eventually take it over?
"Do they even know what things can happen if you enter a dungeon" Is this supposed to be referring the dungeon or the concept? if it's the latter then they obviously are considering they're "good" players. And if it's the former then it should be "If you enter an A-rank dungeon"